Appalachian Trail: Gulf Road to Cheshire, MA

Watch for black bears along this 7.1-mile leg that features woodlands and a worthy side trip to the glacial leftovers of Cheshire Cobbles.
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Watch for black bears along this 7.1-mile leg that features woodlands and a worthy side trip to the glacial leftovers of Cheshire Cobbles.

Shelters: None

Trail Facts

  • Distance: 11.5

Waypoints

WPT030

Location: 42.5477676391602, -73.1481475830078

View from The Cobbles

WPT037

Location: 42.5615348815918, -73.1547470092774

AT turns W @ E Main St.

WPT039

Location: 42.5620498657227, -73.1566009521484

Ice Cream shop on trail. Also next to Rail-to-Trail paved bicycle trail

WPT038

Location: 42.5617828369141, -73.155517578125

AT follows East Main W onto Main St.

WPT001

Location: 42.562084197998, -73.15771484375

Chesire Cheese Memorial on corner of Church St. and School St. AT follows School St. to the N, passing a hiker kiosk before turning L. A Cheshire cat peeks around the giant cheese memorial

ZZZ024

Location: 42.4824333190918, -73.1789855957031

AT leaves High St. into forest; parking; trailhead

DSCF6727

Location: 42.5623321533203, -73.1576995849609

ZZZ040

Location: 42.5626335144043, -73.1601028442383

St. Mary of the Assumption on Church St.: 2 rooms for hikers and limited parking (ask permission first)

WPT001

Location: 42.5623016357422, -73.157600402832

AT turns E onto School St.

WPT027

Location: 42.5164680480957, -73.160514831543

Water. Side trail leads .2 mi. E to Crystal Mtn. Campsite

WPT031

Location: 42.5496482849121, -73.1474304199219

Blue blaze to white rock cliff

WPT036

Location: 42.5575180053711, -73.1552352905274

AT follows Furnace Hill Rd.

WPT032

Location: 42.5505332946777, -73.1477661132812

View of Cheshire Mtn.

WPT029

Location: 42.5393676757812, -73.1463851928711

Unmarked trail

WPT028

Location: 42.5227508544922, -73.1553344726562

Gore Pond

DSCF6727

Location: 42.5623321533203, -73.1576995849609